carminic acid

7-D-glucopyranosyl-9,10-dihydro-3,5,6,8-tetrahydroxy-1-methyl-9,10-dioxo-2-anthroic acid

CAS: 1260-17-9 C22 H20 O13 MW: 492.39100000

Identification

Namecarminic acid
IUPAC3,5,6,8-tetrahydroxy-1-methyl-9,10-dioxo-7-[(2R,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]anthracene-2-carboxylic acid
CAS Number1260-17-9
EINECS215-023-3
FDA UNIICID8Z8N95N
Molecular FormulaC22 H20 O13
Molecular Weight492.39100000
MDL NumberMFCD00167028
Nikkaji NumberJ3.366I
Beilstein071651

Regulatory

JECFA Food AdditiveCarmines
GSFA CodexCarmines (120)
FDA Mainterm (SATF)1260-17-9 ; COCHINEAL EXTRACT (COCCUS CACTI L.)
FDA RegulationFDA PART 73 -- LISTING OF COLOR ADDITIVES EXEMPT FROM CERTIFICATION

Physical Properties

Assay 96.00 to 100.00
Food Chemicals Codex Listed No
Melting Point 136.00 °C. @ 760.00 mm Hg
Boiling Point 907.00 to 908.00 °C. @ 760.00 mm Hg (est)
Flash Point 601.00 °F. TCC ( 316.10 °C. ) (est)
logP (o/w) 1.532 (est)
Soluble in water, 1300 mg/L @ 25 °C (exp)

Cosmetic Information

CosIng['cosmetic data2', 'cosmetic data']
Cosmetic Usescosmetic colorants

No sensory data available

Safety Information

Oral/Parenteral ToxicityNot determined
Dermal ToxicityNot determined
Inhalation ToxicityNot determined

GHS Classification

['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']

Safety in Use

Categorycoloring agents
Recommendation for carminic acid usage levels up tonot for fragrance use.
Recommendation for carminic acid flavor usage levels up tonot for flavor use.

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Potential Uses

None Found

Natural Occurrence

coccus cacti

Synonyms

(1R)-1,5- anhydro-1-(7-carboxy-1,3,4,6-tetrahydroxy-8-methyl-9,10-dioxo-9,10-dihydro-2-anthracenyl)-D-glucitol (1R)-1,5- anhydro-1-(7-carboxy-1,3,4,6-tetrahydroxy-8-methyl-9,10-dioxo-9,10-dihydroanthracen-2-yl)-D-glucitol 2- anthroic acid, 7-D-glucopyrosyl-9,10-dihydro-3,5,6,8-tetrahydroxy-1-methyl-9,10-dioxo- c.i. 75470 carminic acid ci 75470 CI natural red 4 cochineal extract D- glucitol, 1,5-anhydro-1-C-(7-carboxy-9,10-dihydro-1,3,4,6-tetrahydroxy-8-methyl-9,10-dioxo-2-anthracenyl)-, (1R)- 7-a-D- glucopyranosyl-9,10-dihydro-3,5,6,8-tetrahydroxy-1-methyl-9,10-dioxo-2-anthracenecarboxylic acid 7beta-D- glucopyranosyl-9,10-dihydro-3,5,6,8-tetrahydroxy-1-methyl-9,10-dioxo-2-anthracenecarboxylic acid 7-D- glucopyranosyl-9,10-dihydro-3,5,6,8-tetrahydroxy-1-methyl-9,10-dioxo-2-anthroic acid natural red 4 sun red 1 sun red no. 1 3,5,6,8- tetrahydroxy-1-methyl-9,10-dioxo-7-[(2R,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]anthracene-2-carboxylic acid 3,5,6,8- tetrahydroxy-1-methyl-9,10-dioxo-7-[(2R,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl]-9,10-dihydro-2-anthracenecarboxylic acid 7-[(5S,2R,3R,4R,6R)-3,4,5- trihydroxy-6-(hydroxymethyl)(2H-3,4,5,6-tetrahydropyran-2-yl)]-3,5,6,8-tetrahydroxy-1-methyl-9,10-dioxoanthracene-2-carboxylic acid PubMed: Quantitative determination of carmine in foods by high-performance liquid chromatography. PubMed: The basophil activation test identified carminic acid as an allergen inducing anaphylaxis. PubMed: Use of medicinal fauna in Mexican traditional medicine. PubMed: Anthraquinone dyes decolorization capacity of anamorphic Bjerkandera adusta CCBAS 930 strain and its HRP-like negative mutants. PubMed: Structure elucidation and chromatographic identification of anthraquinone components of cochineal (Dactylopius coccus) detected in historical objects. PubMed: Evaluation between ultrahigh pressure liquid chromatography and high-performance liquid chromatography analytical methods for characterizing natural dyestuffs. PubMed: Sensitive HIV-1 detection in a homogeneous solution based on an electrochemical molecular beacon coupled with a nafion-graphene composite film modified screen-printed carbon electrode. PubMed: Aminocarminic acid in E120-labelled food additives and beverages. PubMed: Lac color inhibits development of rat thyroid carcinomas through targeting activation of plasma hyaluronan-binding protein. PubMed: Promoting effects of carminic acid-enriched cochineal extracts on capsular invasive thyroid carcinomas through targeting activation of angiogenesis in rats. PubMed: Evaluation of potential genotoxicity of five food dyes using the somatic mutation and recombination test. PubMed: Multiwalled carbon nanotubes dispersed in carminic acid for the development of catalase based biosensor for selective amperometric determination of H(2)O(2) and iodate. PubMed: Study on the fluorescence enhancement in Lanthanum(III)-carminic acid-cetyltrimethylammonium bromide system and its analytical application. PubMed: Treatment of a textile effluent from dyeing with cochineal extracts using Trametes versicolor fungus. PubMed: Environmental and genetic preconditioning for long-term anoxia responses requires AMPK in Caenorhabditis elegans. PubMed: HPLC-DAD-MS analysis of dyes identified in textiles from Mount Athos. PubMed: Vibrational spectroscopy to study degradation of natural dyes. Assessment of oxygen-free cassette for safe exposition of artefacts. PubMed: Carminic acid modified anion exchanger for the removal and preconcentration of Mo(VI) from wastewater. PubMed: Spectrophotometric determination of carminic acid in human plasma and fruit juices by second order calibration of the absorbance spectra-pH data matrices coupled with standard addition method. PubMed: A new electrochemically active-inactive switching aptamer molecular beacon to detect thrombin directly in solution. PubMed: [Absolute quantification of carminic acid in cochineal extract by quantitative NMR]. PubMed: Polyamine-promoted autoactivation of plasma hyaluronan-binding protein. PubMed: Allergic contact dermatitis from carmine. PubMed: Comparison of extraction methods for the analysis of natural dyes in historical textiles by high-performance liquid chromatography. PubMed: Investigation of the colourants used in icons of the Cretan School of iconography. PubMed: Ad-hoc surface-enhanced Raman spectroscopy methodologies for the detection of artist dyestuffs: thin layer chromatography-surface enhanced Raman spectroscopy and in situ on the fiber analysis. PubMed: Spectrophotometric determination of osmium based on its catalytic effect on the oxidation of carminic acid by hydrogen peroxide. PubMed: Spectrophotometric determination of nitrite based on its catalytic effect on the oxidation of carminic acid by bromate. PubMed: Conjugates of gonadotropin releasing hormone (GnRH) with carminic acid: Synthesis, generation of reactive oxygen species (ROS) and biological evaluation. PubMed: Determination of optimum operating conditions of carmine decoloration by UV/H2O2 using response surface methodology. PubMed: [Case of urticaria due to cochineal dye in red-colored diet]. PubMed: The history, chemistry and modes of action of carmine and related dyes. PubMed: Identification and characterization of artists' red dyes and their mixtures by surface-enhanced Raman spectroscopy. PubMed: Revised procedures for the certification of carmine (C.I. 75470, Natural red 4) as a biological stain. PubMed: Micellar electrokinetic chromatography method for the determination of several natural red dyestuff and lake pigments used in art work. PubMed: Simultaneous identification of natural dyes in the collection of drawings and maps from The Royal Chancellery Archives in Granada (Spain) by CE. PubMed: Presence of Wolbachia in insect eggs containing antimicrobially active anthraquinones. PubMed: Sampling and identification of natural dyes in historical maps and drawings by liquid chromatography with diode-array detection. PubMed: Investigation of red natural dyes used in historical objects by HPLC-DAD-MS. PubMed: A method for determining identity and relative purity of carmine, carminic acid and aminocarminic acid. PubMed: Blue natural organic dyestuffs--from textile dyeing to mural painting. Separation and characterization of coloring matters present in elderberry, logwood and indigo. PubMed: Robert Boyle's chiral crystal chemistry: computational re-evaluation of enantioselective adsorption on quartz. PubMed: Screening method for the detection of artificial colours in saffron using derivative UV-Vis spectrometry after precipitation of crocetin. PubMed: [Inhibitory effect of ginkgolide B on angiogenesis in chronic inflammation]. PubMed: Determination of food colorants by microemulsion electrokinetic chromatography. PubMed: Color quality of pigments in cochineals (Dactylopius coccus Costa). Geographical origin characterization using multivariate statistical analysis. PubMed: Identification of anthraquinone coloring matters in natural red dyes by electrospray mass spectrometry coupled to capillary electrophoresis. PubMed: [Asthma and allergy due to carmine dye]. PubMed: Carminic acid dye from the homopteran Dactylopius coccus hemolymph is consumed during treatment with different microbial elicitors. PubMed: Identification of natural dyes in archeological Coptic textiles by liquid chromatography with diode array detection. PubMed: Removal of ammonium and phosphates from wastewater resulting from the process of cochineal extraction using MgO-containing by-product. PubMed: Carmine (E-120)-induced occupational asthma revisited. PubMed: Cytotoxicity of natural hydroxyanthraquinones: role of oxidative stress. PubMed: [Identification of acid-stable carmine in imported apple syrup product]. PubMed: Inhibition of human cytochrome P450 1B1, 1A1 and 1A2 by antigenotoxic compounds, purpurin and alizarin. PubMed: Determining eight colorants in milk beverages by capillary electrophoresis. PubMed: Structure of acid-stable carmine. PubMed: Analysis of limonoid glucosides from citrus by electrospray ionization liquid chromatography-mass spectrometry. PubMed: Identification of carmine allergens among three carmine allergy patients. PubMed: Protection against Trp-P-2 mutagenicity by purpurin: mechanism of in vitro antimutagenesis. PubMed: Effect of natural colourants and nitrites on colour attributes of frankfurters. PubMed: Peroxynitrite scavenging by different antioxidants. Part I: convenient assay. PubMed: Separation and recovery of food coloring dyes using aqueous biphasic extraction chromatographic resins. PubMed: Development and validation of a quantitative method for determination of carmine (E120) in foodstuffs by liquid chromatography: NMKL Collaborative Study. PubMed: Sialyl Lewis X mimetics attenuate E-selectin-mediated adhesion of leukocytes to irradiated human endothelial cells. PubMed: Engineered biosynthesis of novel polyketides: regiospecific methylation of an unnatural substrate by the tcmO O-methyltransferase. PubMed: High-performance liquid chromatographic separation of carminic acid, alpha- and beta-bixin, and alpha- and beta-norbixin, and the determination of carminic acid in foods. PubMed: The interaction of antitumor-active anthraquinones with biologically important redox couples: I. Spectrophotometric investigation of the interaction of carminic acid and mitoxantrone with the iron (II, III) and copper (I, II) redox couples. PubMed: Simultaneous spectrophotometric determination of three food dyes by using the first derivative of ratio spectra. PubMed: [Detection of food additives by enzyme immunoassay]. PubMed: Enzyme immunoassay for carminic acid in foods. PubMed: Defensive use of an acquired substance (carminic acid) by predaceous insect larvae. PubMed: Simultaneous determination of carminic acid, riboflavine, curcumin and erythrosine by derivative spectrophotometry and ratio spectra derivative. PubMed: Subcellular localization and antiviral activity of carminic acid/poly r(A-U) combinations. PubMed: Genotoxicity studies in vitro and in vivo on carminic acid (natural red 4). PubMed: Carcinogenicity study of cochineal in B6C3F1 mice. PubMed: Polyribonucleotide-anthraquinone interactions: in vitro antiviral activity studies. PubMed: Liquid chromatographic determination of carminic acid in yogurt. PubMed: Additional survey on genotoxicity of natural anthraquinones in the hepatocyte primary culture/DNA repair assay. PubMed: Enhancement of the antiviral and interferon-inducing activities of poly r(A-U) by carminic acid. PubMed: Carminic acid-promoted oxygen radical damage to lipid and carbohydrate. PubMed: Appearance and reappearance of mutagens in urine from rats after oral administration of direct brown 95, due to coprophagy. PubMed: Extractive spectrophotometric and fluorimetric determination of boron with 2,2,4-trimethyl-1,3-pentanediaol and carminic acid. PubMed: Testing of 24 food, drug, cosmetic, and fabric dyes in the in vitro and the in vivo/in vitro rat hepatocyte primary culture/DNA repair assays. PubMed: Induction of gamma-glutamyl transpeptidase and glutathione S-transferase in cultured fetal rat hepatocytes by laccaic acid and monascus pigments. PubMed: Carminic acid, a non-competitive inhibitor of kidney UDP-glucose:galactosylhydroxylysine-collagen glucosyltransferase. PubMed: Red cochineal dye (carminic Acid): its role in nature. PubMed: A study on the toxicity of natural food dyes--toxicity and enzyme inhibition in Paramecium caudatum. PubMed: Effects of carmine and carminic acid on embryonic tissue cell cultures. PubMed: Thin layer chromatography of certain preformed metal complex dyes used in biological staining. PubMed: Microdetermination of lead as its carminic acid complex by reflectance spectroscopy. PubMed: A simple assay procedure for carmine and carminic acid samples. PubMed: On the structure of carminic acid and carmine. PubMed: Carminic acid as a reagent for the spectrofluorimetric determination of molybdenum and tungsten-II Determination of molybdenum in mild steel. PubMed: Carminic acid as a reagent for the spectrofluorimetric determination of molybdenum and tungsten-I Development of procedures.